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Oxalyl chloride → 5-(2-Hexyldecyl)-2-thiophenecarbonyl chloride

HRID 335369
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HRID 335369 반응식
[CH2:1]([CH:7]([CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])[CH2:8][C:9]1[S:13][C:12]([C:14](O)=[O:15])=[CH:11][CH:10]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].C(Cl)(=O)C([Cl:28])=O>C(Cl)Cl>[CH2:1]([CH:7]([CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])[CH2:8][C:9]1[S:13][C:12]([C:14]([Cl:28])=[O:15])=[CH:11][CH:10]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6]
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참가 물질

4

반응물 2

HCID 65578Oxalyl chlorideHCID 86696620HCID 86696620, 화합물

생성물 1

HCID 866966195-(2-Hexyldecyl)-2-thiophenecarbonyl chloride수율 88.4%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

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온도
0 °C

실험 절차

5-(2-Hexyldecyl)-2-thiophenecarboxylic acid (1.00 g, 2.84 mmol., 1.00 equiv.) and CH2Cl2 (5 mL) were added to a 10 mL schlenk flask. The solution was cooled to 0° C. Oxalyl chloride (0.60 mL, 6.5 mmol, 2.3 equiv.) was then added. The ice/water bath was left in place and the solution was stirred for 64 hours while warming to room temperature. The reaction mixture was concentrated to a clear brown liquid (931 mg, 88% yield). 1H NMR (400 MHz, CDCl3) δ 7.84 (d, J=3.9 Hz, 1H), 6.87 (d, J=3.8 Hz, 1H), 2.81 (d, J=6.7, 2H), 1.68 (b, 1H), 1.34-1.19 (m, 24H), 0.93-0.85 (m, 6H).

후처리

  1. temperaturewhile warming to room temperature

출처 및 근거

ORD 기록
ord-f23ad21133ce44358897d4c9a2b38f99
출처 데이터셋
uspto-grants-2014_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08883958B2

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